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CS-W001157 4
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5-Bromo-2-methoxybenzenesulfonyl chloride

  • CAS No. 23095-05-8

  • Cat. No. CS-W010023
  • Purity≥95%
  • MDL No.MFCD00051768

*For research and further manufacturing use only, not for direct human use.

5-Bromo-2-methoxybenzenesulfonyl chloride|CS-W010023

Structure of 23095-05-8

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General Information

  • CAS No. 23095-05-8
  • Cat. No. CS-W010023
  • Purity ≥95%
  • MDL No. MFCD00051768
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆BrClO₃S
  • Molecular Weight 285.54
  • Synonym(s) benzenesulfonyl chloride, 5-bromo-2-methoxy-; 5-Bromo-2-methoxybenzenesulfonyl chloride
  • SMILES O=S(C1=CC(Br)=CC=C1OC)(Cl)=O

Description

5-Bromo-2-methoxybenzenesulfonyl chloride features a brominated aromatic ring fused to a sulfonyl chloride group, enabling selective electrophilic functionalization. The methoxy substituent enhances solubility and modulates electronic effects, while the sulfonyl chloride moiety offers high reactivity in amide and sulfonamide synthesis under mild conditions.

Application

5-Bromo-2-methoxybenzenesulfonyl chloride serves as a versatile building block for sulfonamide synthesis, enabling efficient introduction of brominated and methoxy-substituted sulfonyl groups into bioactive molecules. Its reactivity is well-documented in late-stage functionalization and heterocycle construction, with predictable behavior in nucleophilic substitution reactions. The molecule exhibits bench stability and facilitates straightforward purification, making it suitable for scalable medicinal chemistry campaigns and API intermediate development.

Synthesis

  • Route1
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      104-92-7
    • ~%
    • In-stock
      5-Bromo-2-methoxybenzenesulfonyl chloride|CS-W010023
      23095-05-8

    References

    • Journal of the Chemical Society [Section] C: Organic, , p. 1341 - 1345
  • Route2

    References

    • Journal of Medicinal Chemistry, , vol. 55, # 11 p. 5467 - 5482

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 3261
Class : 8
Packing Group : Ⅱ
Hazard Statements : H314
Precautionary Statements : P260-P264-P280-P301+P330+P331-P304+P340-P363-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   43.37
  • LogP   2.3852
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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